Acetic-formic anhydride → N-(4,6-dimethylpyrimidin-2-yl)-formanilide
Reaction equation
[NH:1]([C:8]1[N:13]=[C:12]([CH3:14])[CH:11]=[C:10]([CH3:15])[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16](OC=O)(=[O:18])C>>[CH3:14][C:12]1[CH:11]=[C:10]([CH3:15])[N:9]=[C:8]([N:1]([CH:16]=[O:18])[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[N:13]=1Participants
3
Procedure
2-Anilino-4,6-dimethylpyrimidine (10 g) was added to formic-acetic anhydride (prepared from formic acid (5 ml) and acetic anydride (12 ml)) and the mixture heated gently to 40° to give a clear solution. After standing for 4 days, a crystalline solid separated and toluene was added to give a clear solution again. The mixture was evaporated to dryness, more toluene added and reevaporated. The product was recrystallised from ethyl acetate/light petroleum to give N-(4,6-dimethylpyrimidin-2-yl)-formanilide, m.p. 134°-5°. (Compound 3).
Workup
- temperaturethe mixture heated gently to 40°
- customto give a clear solution
- customa crystalline solid separated
- additiontoluene was added